الفهرس 
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Abstract
In this thesis, 2-amino-5-(2-chlorophenyl)-1, 3, 4-thiadiazole (1a) and 2-amino-5-(4-iodophenyl)-1,3,4-thiadiazole (1b) were used as versatile material to synthesize novel compounds through reaction with different electrophiles.
Thus, when compound 1a was fused with p-chlorobenzaldehyde for 4h, 1-(4-chlorophenyl)-N-(5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl)methanimine (2) was obtained in a good yield. Reaction of 1a with the ethyl 3-(4-chlorophenyl)-2-cyanoacrylate (3) in refluxing ethanol produced the unexpected cyanopyrimidine derivative 4. While the reaction of 1a with 2-(4-chlorobenzylidene)malononitrile (7) furnished the enaminonitrile derivative 8.
On the other hand, when compound 1a was fused at 60oC for 5h with p-chlorobenzaldehyde and ethyl acetoacetate, 6-acetylpyrimidinone derivative 9 was obtained.
Compound 1a was also subjected to the reaction with different active methylene compounds under different conditions. Thus, when 1a was refluxed with ethyl cyanoacetate in the presence of sodium methoxide as a base, aminopyrimidinone derivative 10 was produced. While, when the same reaction was carried out in fusion conditions, it furnished the cyanoimidazolone derivative 12.
Reaction of 1a with diethylmalonate in either fusion condition or refluxing in acetic acid produced the pyrimidindione derivative 13. (Scheme 1)